Dyestuff.



UNITED STATES PATENT @FFIClil OSCAR DRESSEL, OF ELBERFELD, AND RICHARD KOTHE AND HEINRICH HOERLEIN, 9F

VOI-I'WINKEL, GERMANY, ASSIGNOBS T0 FARBENFABRIXEN VOBM. ERIEDR. BAYER & 00., OF ELBERFELD, GERMANY, A CURPORATION OF GERIVIANY.

Specification of No Drawing Application filed May 19,

To all "whom it may concern:

1e it known that We, OSCAR Dunssun, RICHARD Kerrie, and HEINRICH Hoiaumcm, citizens of the German Empire, and residing respectively, at Jiigerstrasse 18, Elberfeld; Bismarckst-rasse 97,' Vohwinkel, and Bismarck'strasse 93, Vohwinkel, Germany, have invented new and useful Improvements in Dyestuffs, of which the following is a specification. v

Our invention relates to the manufacture and production of new azo dyestuffs suitable for dyeing Wool which are obtained by combining the diazo compounds of aminoaryl sulfonamids with sulionic acids of alphalnethylindol compounds, especially sulfonic acids of methylketol (Pr -inethylindol), Pr -Q-dimethylindol, B -Pr -dimethylindol or other of the sulfonic acids of alphamethylindol compoundsdescribed in British Letters Patent fi lets/O2. The nomenclature used for the above substances is the modern one adopted. for the indolmolecule namely:

' C. Pro

C. Pr:

'lhey dye w I "*l -ii -1 -i i l" i] ool in '3 ti o\\- s .MLC cs w m 1 are lunar la.) 0 for thouexcellent t'astucss to milling Washmg and light.

ln order to illustrate the new process more fully the following example 1S given, the

DYESTUFF.

Letter P ten Patented Dec. 1910. Serial No. 562,283.

NIH;

are diazotized With 30 parts of HCl (19 Be.) and 6.9 parts of sodium nitrite. 1 "he solution of alpha-methylindol sulfonic acid prepared from 13.1 parts of alpha-methylindol (see British Letters Patent 12444/02). It is stirred until the production of the dyestuff will be completed. The new coloring matter is filtered off, dissolved in a sodium carbonate solution, salted out, filtered off and dried. It is after being dried and pulverized in the shape of its sodium salt'a yellow powder, soluble in water and in concentrated sulfuric acid with a yellow color. It dyes Wool from acid baths brilliant yellow even shades fast to light and to milling. Upon treatment with stannous chlorid and hydrochloric acid it is split up, i-toluidin- 2-sulfonanilid and amiuo-alpha-methylimlol sulfonic acid being obtained,

The process is carried out in an analogous manner on using other sulfouaniids c. g. Ol'tllO-illllSlfllill-P21l'tl*SHl'll0]l\lllllCl (CBH3OCU3: Nag: semis. o5n5=1;2z4

ortl 1o-t il u i din-para-sul foutol uidid com cm: Nllg: s01. NH. 0611,. CH3),

ol'tlic chloro-aniliu-pura-sultou-Xylidid Cl zu SO. .NY.C u /c.H(21l (o oi (4) (1 L 6 t-toluidin-2-sulfonyl-l-naphthylamin-t or 5- sl'ltonic acid, 4t-t0lu1din-2-sulfonyl-para-sultaiulic acid, l-toluuhn-2-sulf0nyl-ineta-sulfanilie acid. The new dyes can also be obdiazo compound is then added to an acid tainerl by lirsb combining theebove mena tionvrl (liazo compounds with $11011 of the above niei'ilion-ed methyllteiols which do not contain snlfonic groupe'aml lien snllonating the dyes. I

o claim:

1. The herein ilescr' tainable by reaeting; upon sulfonio acids o1";

tize'd aminoarylsulfonamide, which clyce are atter belng (lriecl and pulverized 1n the orange-yellow powders soluble in water and in concentrated sulfuric acid with a yellow color; yielding upon treatn'ient with stannons ehlorid and l1 ll0il1l0il.C aeirl an ain'ii1oaryls.ulfonarnid and an arnino-e1pl1aniethylinclol sulfonic acid. ancl dyeing wool from acid baths yellow shades, substantially as described.

2. The herein described new clyestnfi ob- [SEAL] )ecl new clyestuitl's oh l inable by reacting upon alpha-methylindol sul'i 'ome acid with ellazotzzecl L-tolunlm-Q- euli'onamlid, which 18 after being dried and I j .';lllVL1.'l7.(3Cl a yellow powder soluble in Water W h 1 error appears in the printed specification iequuing eeiieeeion lOlLOWQ. 1

the record of the ease in the Patent, Ofiee.

Signed and sealed this 7th day of February, A. 11-, 191.1.

1 from acid baths brilliant Lant|elly as described. shape of the alkaline salts from yellow to and in concentrated sulfuric acid with a yellow color; yielding. upon reduction with summons elilorid and hydrochloric acid 4- I l'olnirlin 2 eulfonanilid anel amino alpha alpha-metliylinclol compounds with (haze-- meiliylinclol sulfonic acid and. dyeing wool in testimony whereof We have hereunto set our hands in the presence of two sub- SCI'iblllg witnesses,

OSGAR DRESSEL. (L. 5.] RICHARD KGTHE' [13. SL] HEINRIGII HQERLEIN. lVitnesses O'rTo Kerrie, CHAS. J, li nionq.

It is hereby certified that in Letters Patent No. 978,459, granted December 13,

1910 upon the application of Oscar Dre-easel of Elberfeld; and Richard 'Kotlie and c a n 1? M m i ieme yw i Heinrich Hoerleln of Vohwmlrei, Gelflldlly, for an impioveei or 2221. l) 5 1, .t ll I e Cage 1 line 56, in formula, the symbol NH! sl ould read i i 2E3; and that the prod Letters i q We Patent should be read with this eorreetion therein that the some meg; eomonn to G. BILLINGS,

Acting Comme'sse'orwr of Patents.

yellow shades subtainerl by first combining tho ahove menllOllHl ('liazo compounds with $11011 of the ahove niei'iiion-ed metllyllteiols which do not contain snlfonic groupe'aml lien sulionaling the dyes. I

o claim:

1. The herein lesc1"' tainablc by meeting; upon sulfonic acids o1";

iilZG'Ll aminoaiylsulfonamide, which clyce are atter belng (lriccl and pulverized 1n the )ecl new clyestuitl's oh shape of the. alkaline salts from yellow to orange-yellow powders soluble in water eml in concentrated sulfuric acid with a yellow color; yielding upon treatn'ieiit Willi stannous chlorid and llfJl'lOCilllOilC acicl an amii1oaryls.ulfonai'nid and an a1'i1ino-zilplianiethylindol sulfonic acid. and dyeing wool from acid baths yellow shades, substantially as described.

2. The herein described new clyestiili ob- [SEAL] W h 1 error appears in the printed specification iequuing coiieeeion ioliowe. i

Signed and sealed this 7th day of February, A. D.-, 191.1.

1 from acid baths brilliant Qantmlly as described.

lainahle by reactinzg upon alpha-methylindol i eul'i 'onic acid with Lliazoiizecl l-toluidin-Q- Slll'filllflllllld, which is after being dried and j .';lllVLl.'l7.(3Cl a yellow powder soluble in Water and in concentrated sulfuric acid with a yellow color; yielding. upon reduction with summons elilorid and hydrochloric acid 4- l'olnirlin -2-ei.llfonai1ili l ancl amino-alpha alpha-metliylinclol compounds with cliazo-l melliylinclol sulfonic acid and. dyeing \VOOl in testimony whereof We have hereunto set our hands in the presence of two sub- SCI'ilHDg witnesses,

OSGAR DRESSEL. (L. 5.] RICHARD KGTHE' [13. SL] HEINRIGII Ill'lllllhlllll. lVitnesses OTTO Komo, CHAS. J, li moin.

It is hereby certified that in Letters Patent No. 978,459, granted December 13,

1910 upon the application of Oscar Dre-Easel of Elheifelcl; and Richard lie/the and c a n 1? M m i i- May w i Heinrich Hoerleln of Vohwmkel, Ge-imany, ioi. we. LLHPAUVQML m. 2221. E5 1, .t ll I e Cage 1 line 56, in formula, the symbol NH! should read ill. and. that we Hind Letteie r i q We Patent should be read with this eorrection therein that the some may eomonn to the record of the ease in the Patent, Ofiee.

G. BILLINGS,

Acting Commissioner of Patents.

yellow shades sub- It is hereby certified that in Letters Patent No. 978,439, granted December 13, 1910, upon the application of Oscar Dressel, of l'llherfeld, and Richard Kethe and Heinrich Hoerlein, of Vohwinke), Germany, for an improvement in Dywtnifs, an

error appears in the printed specification requiring correction 21 follows: Page 1, line 56, in formula, the symbol N11 should read NIL,- and that the mid Letters Patent should be read with this correction theruin that the same may conform to the record of the case in the Patent ()fiiee.

Signed and sealed this 7th day of February, A. 1)., 1911.

[SEAL] C. C. BILLINGS,

Acting Commissio 'nm' if Patents. 

